(1'S,2S,2'R,4'S,7'R,9'R,10'R,11'R)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.02,7]dodecan]-5'-en-4'-yl 3-methylbutanoate

• ChemBase ID: 177973
• Molecular Formular: C24H34O9
• Molecular Mass: 466.52136
• Monoisotopic Mass: 466.22028267
• SMILES: C1(=C[C@@H]2[C@](C[C@@H]1OC(=O)CC(C)C)([C@@]1([C@]3([C@H](O2)[C@@H]([C@@H]1OC(=O)C)O)OC3)C)COC(=O)C)C
• Canonical SMILES: CC(CC(=O)O[C@H]1C[C@@]2(COC(=O)C)[C@@H](C=C1C)O[C@H]1[C@]3([C@]2(C)[C@@H](OC(=O)C)[C@H]1O)CO3)C
• InChI: InChI=1S/C24H34O9/c1-12(2)7-18(27)32-16-9-23(10-29-14(4)25)17(8-13(16)3)33-21-19(28)20(31-15(5)26)22(23,6)24(21)11-30-24/h8,12,16-17,19-21,28H,7,9-11H2,1-6H3/t16-,17+,19+,20-,21?,22+,23+,24-/m0/s1
• InChIKey: BXFOFFBJRFZBQZ-BEVGTGQCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'S,2S,2'R,4'S,7'R,9'R,10'R,11'R)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^2,^7]dodecan]-5'-en-4'-yl 3-methylbutanoate
• IUPAC Traditional name: (1'S,2S,2'R,4'S,7'R,9'R,10'R,11'R)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^2,^7]dodecan]-5'-en-4'-yl 3-methylbutanoate
• Synonyms: (3α,4β,8α)-12,13-Epoxytrichothec-9-ene-3,4,8,15-tetrol 4,15-Diacetate 8-(3-Methylbutanoate); 12,13-Epoxytrichothec-9-ene-3α,4β,8α,15-tetrol 4,15-Diacetate 8-Isovalerate; 4β,15-Diacetoxy-8α-(3-methylbutyryloxy)-12,13-epoxytrichothec-9-en-3α-ol; 8α-(3-Methylbutyryloxy)-4β,15-diacetoxyscirp-9-en-3α-ol; Fusariotoxin T 2; Insariotoxin; Mycotoxin T 2; NSC 138780; T 2; T 2 mycotoxin; T-2 Lienomycin; Toxin T 2; T-2 Toxin

Database IDs

• CAS Number: 21259-20-1
• PubChem SID: 164233883
• PubChem CID: 13783815

CALCULATED PROPERTIES

• Acid pKa: 13.072305
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.0194376
• LogD (pH = 7.4): 1.0194366
• Log P: 1.0194376
• Molar Refractivity: 113.5432 cm^3
• Polarizability: 46.225 Å^3
• Polar Surface Area: 120.89 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T002980

T-2 Toxin is a tricothecene mycotoxin produced by fungi of the genus Fusarium. T-2 Toxin induces DNA damage and cell death on prolonged administration.

REFERENCES

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• Choi, H., et al.: Toxicol. Appl. Pharmacol., 240, 46 (1997)
• Amuzie, C., et al.: To